Synthesis of the BEAC4ND4 Ionophore from p-t-Butylcalix[4]arene Carboxylic Acid

*Nasriadi Dali orcid scopus  -  Department of Chemistry, Halu Oleo University, Indonesia
Arniah Dali orcid  -  Department of Chemistry Education, Faculty of Teacher Training and Education, Halu Oleo University, Indonesia
Seniwati Dali  -  Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University, Indonesia
Hilda Ayu Melvi Amalia  -  Study Program of Tadris Biology, Faculty of Tarbiyah and Teacher Training, Institut Agama Islam Negeri IAIN Kendari, Indonesia
Received: 27 May 2020; Revised: 9 Nov 2020; Accepted: 29 Dec 2020; Published: 31 Jan 2021.
Open Access Copyright 2020 Jurnal Kimia Sains dan Aplikasi
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The BEAC4ND4 ionophore has been successfully synthesized from p-t-butylcalix[4]arene carboxylic acid. The BEAC4ND4 ionophore was obtained in two steps of the synthesis reaction. The first step is the chlorination reaction of p-t-butylcalix[4]arene carboxylic acid with thionyl chloride in dry benzene solvent. The chlorination reaction product is p-t-butylcalix[4]arene acyl chloride in the form of the light brown viscous liquid with a yield of 78.25% and TLC (SiO2, CH3OH: CH2Cl2 = 1: 1 v/v, Rf = 0.65). The second step is the amidation reaction of ethyl 2-aminoacetate with p-t-butylcalix[4]arene acyl chloride in dry tetrahydrofuran solvent. The product of the amidation reaction is p-t-butylcalix[4]arene ethylesteramide or the BEAC4ND4 ionophore in the form of a white solid with the yield of 75.22%, a melting point of 314-316°C, and TLC (SiO2, CH3OH: CH2Cl2 = 1: 1 v/v, Rf = 0.75).
Keywords: BEAC4ND4 ionophore; chlorination; amidation; calix[4]arene; carboxylic acid
Funding: Halu Oleo University

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Last update: 2021-03-04 00:03:52

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